One-pot synthesis of 3-fluoroflavones via 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones and selectfluor at room temperature

Abstract

A concise and efficient one-pot strategy to synthesize 3-fluoroflavones was developed. 1-(2-Hydroxyphenyl)-3-phenylpropane-1,3-diones were fluorinated using selectfluor with a small amount of CH₃CN at room temperature, followed by cyclization and dehydration in the presence of a trace amount of conc. H₂SO₄ to provide 3-fluoroflavones. The desired 3-fluoroflavone analogues were obtained in moderate to excellent yields. This strategy tolerated a wide range of functional groups and did not need sophisticated instruments or tedious substrate preparation.